Structure

Physi-Chem Properties

Molecular Weight:  1076.54
Volume:  1027.842
LogP:  0.857
LogD:  1.12
LogS:  -2.674
# Rotatable Bonds:  11
TPSA:  374.13
# H-Bond Aceptor:  23
# H-Bond Donor:  14
# Rings:  9
# Heavy Atoms:  23

MedChem Properties

QED Drug-Likeness Score:  0.077
Synthetic Accessibility Score:  6.88
Fsp3:  0.942
Lipinski Rule-of-5:  Rejected
Pfizer Rule:  Accepted
GSK Rule:  Rejected
BMS Rule:  1
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -6.285
MDCK Permeability:  8.6195272160694e-05
Pgp-inhibitor:  0.606
Pgp-substrate:  0.296
Human Intestinal Absorption (HIA):  0.996
20% Bioavailability (F20%):  0.862
30% Bioavailability (F30%):  1.0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.272
Plasma Protein Binding (PPB):  43.57689666748047%
Volume Distribution (VD):  -0.019
Pgp-substrate:  17.871747970581055%

ADMET: Metabolism

CYP1A2-inhibitor:  0.0
CYP1A2-substrate:  0.031
CYP2C19-inhibitor:  0.0
CYP2C19-substrate:  0.057
CYP2C9-inhibitor:  0.0
CYP2C9-substrate:  0.005
CYP2D6-inhibitor:  0.002
CYP2D6-substrate:  0.045
CYP3A4-inhibitor:  0.015
CYP3A4-substrate:  0.003

ADMET: Excretion

Clearance (CL):  0.122
Half-life (T1/2):  0.743

ADMET: Toxicity

hERG Blockers:  0.143
Human Hepatotoxicity (H-HT):  0.138
Drug-inuced Liver Injury (DILI):  0.01
AMES Toxicity:  0.079
Rat Oral Acute Toxicity:  0.421
Maximum Recommended Daily Dose:  0.99
Skin Sensitization:  0.261
Carcinogencity:  0.025
Eye Corrosion:  0.003
Eye Irritation:  0.007
Respiratory Toxicity:  0.963

Download Data

Data Type Select
General Info & Identifiers & Properties  
Structure MOL file  
Source Organisms  
Biological Activities  
Similar NPs/Drugs  

  Natural Product: NPC475119

Natural Product ID:  NPC475119
Common Name*:   Acacic Acid Lactone 3-O-Beta-D-Xylopyranosyl(1->2)-Alpha-L-Arabinopyranosyl(1->6)-[Beta-D-Glucopyranosyl(1->2)]-Beta-D-Glucopyranoside
IUPAC Name:   (3S,4aR,5R,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2R,3R,4S,5S,6R)-6-[[(2S,3R,4S,5S)-4,5-dihydroxy-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxymethyl]-4,5-dihydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3,5-dihydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid
Synonyms:  
Standard InCHIKey:  CFILEMBUCDXWDF-DPYXFEIXSA-N
Standard InCHI:  InChI=1S/C52H84O23/c1-47(2)14-22-21-8-9-28-49(5)12-11-31(48(3,4)27(49)10-13-50(28,6)51(21,7)15-30(57)52(22,46(66)67)16-29(47)56)73-45-41(75-43-39(65)36(62)34(60)25(17-53)71-43)37(63)35(61)26(72-45)20-70-44-40(33(59)24(55)19-69-44)74-42-38(64)32(58)23(54)18-68-42/h8,22-45,53-65H,9-20H2,1-7H3,(H,66,67)/t22-,23+,24-,25+,26+,27-,28+,29-,30+,31-,32-,33-,34+,35+,36-,37-,38+,39+,40+,41+,42-,43-,44-,45-,49-,50+,51+,52+/m0/s1
SMILES:  CC1(CC2C3=CCC4C5(CCC(C(C5CCC4(C3(CC(C2(CC1O)C(=O)O)O)C)C)(C)C)OC6C(C(C(C(O6)COC7C(C(C(CO7)O)O)OC8C(C(C(CO8)O)O)O)O)O)OC9C(C(C(C(O9)CO)O)O)O)C)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL498819
PubChem CID:   44566295
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0002049] Terpene glycosides
          • [CHEMONTID:0001580] Triterpene glycosides
            • [CHEMONTID:0002358] Triterpene saponins

*Note: the InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.
**Note: the Chemical Classification was calculated by NPClassifier Version 1.5. Reference: PMID:34662515.

  Species Source

Organism ID Organism Name Taxonomy Level Family SuperKingdom Isolation Part Collection Location Collection Time Reference
NPO3615 Acacia concinna Species Fabaceae Eukaryota fruits myanmar n.a. PMID[11141109]
NPO3615 Acacia concinna Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]

☑ Note for Reference:
In addition to directly collecting NP source organism data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated them from below databases:
☉ UNPD: Universal Natural Products Database [PMID: 23638153].
☉ StreptomeDB: a database of streptomycetes natural products [PMID: 33051671].
☉ TM-MC: a database of medicinal materials and chemical compounds in Northeast Asian traditional medicine [PMID: 26156871].
☉ TCM@Taiwan: a Traditional Chinese Medicine database [PMID: 21253603].
☉ TCMID: a Traditional Chinese Medicine database [PMID: 29106634].
☉ TCMSP: The traditional Chinese medicine systems pharmacology database and analysis platform [PMID: 24735618].
☉ HerDing: a herb recommendation system to treat diseases using genes and chemicals [PMID: 26980517].
☉ MetaboLights: a metabolomics database [PMID: 27010336].
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

  NP Quantity Composition/Concentration

Organism ID NP ID Organism Material Preparation Organism Part NP Quantity (Standard) NP Quantity (Minimum) NP Quantity (Maximum) Quantity Unit Reference

☑ Note for Reference:
In addition to directly collecting NP quantitative data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated NP quantitative records for specific NP domains (e.g., NPS from foods or herbs) from domain-specific databases. These databases include:
☉ DUKE: Dr. Duke's Phytochemical and Ethnobotanical Databases.
☉ PHENOL EXPLORER: is the first comprehensive database on polyphenol content in foods [PMID: 24103452], its homepage can be accessed at here.
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT453 Cell Line HT-1080 Homo sapiens ED50 > 100.0 ug ml-1 PMID[536394]

☑ Note for Activity Records:
☉ The quantitative biological activities were primarily integrated from ChEMBL (Version-30) database and were also directly collected from PubMed literature. PubMed PMID was provided as the reference link for each activity record.

  Chemically structural similarity: I. Similar Active Natural Products in NPASS

Top-200 similar NPs were calculated against the active-NP-set (includes 4,3285 NPs with experimentally-derived bioactivity available in NPASS)

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient

●  The left chart: Distribution of similarity level between NPC475119 and all remaining natural products in the NPASS database.
●  The right table: Most similar natural products (Tc>=0.56 or Top200).

Similarity Score Similarity Level Natural Product ID
1.0 High Similarity NPC473824
0.9907 High Similarity NPC291903
0.9907 High Similarity NPC288205
0.9907 High Similarity NPC26626
0.9907 High Similarity NPC75287
0.9907 High Similarity NPC305267
0.9907 High Similarity NPC476992
0.9907 High Similarity NPC51465
0.9907 High Similarity NPC37134
0.9817 High Similarity NPC207738
0.9815 High Similarity NPC475514
0.9815 High Similarity NPC191827
0.9815 High Similarity NPC69811
0.9815 High Similarity NPC309223
0.9815 High Similarity NPC102505
0.9815 High Similarity NPC286457
0.9815 High Similarity NPC33012
0.9815 High Similarity NPC123522
0.9815 High Similarity NPC104137
0.9815 High Similarity NPC473452
0.9815 High Similarity NPC8524
0.9815 High Similarity NPC475209
0.9815 High Similarity NPC470876
0.9815 High Similarity NPC85154
0.9815 High Similarity NPC220160
0.9815 High Similarity NPC300419
0.9813 High Similarity NPC475486
0.9813 High Similarity NPC164389
0.9725 High Similarity NPC232237
0.9725 High Similarity NPC105800
0.9725 High Similarity NPC237191
0.9725 High Similarity NPC473459
0.9722 High Similarity NPC471384
0.9722 High Similarity NPC161674
0.972 High Similarity NPC473826
0.972 High Similarity NPC46665
0.972 High Similarity NPC241909
0.972 High Similarity NPC475287
0.972 High Similarity NPC174720
0.972 High Similarity NPC475467
0.972 High Similarity NPC323341
0.972 High Similarity NPC133818
0.972 High Similarity NPC151543
0.972 High Similarity NPC309714
0.972 High Similarity NPC166422
0.972 High Similarity NPC114287
0.972 High Similarity NPC295823
0.972 High Similarity NPC114304
0.972 High Similarity NPC155410
0.972 High Similarity NPC251263
0.972 High Similarity NPC219180
0.972 High Similarity NPC192600
0.9636 High Similarity NPC471577
0.9636 High Similarity NPC473386
0.9636 High Similarity NPC135849
0.9636 High Similarity NPC25663
0.9636 High Similarity NPC51564
0.9633 High Similarity NPC110633
0.9633 High Similarity NPC136768
0.9633 High Similarity NPC323359
0.9633 High Similarity NPC148417
0.9633 High Similarity NPC471580
0.9633 High Similarity NPC68175
0.963 High Similarity NPC70809
0.963 High Similarity NPC67857
0.963 High Similarity NPC60557
0.963 High Similarity NPC57484
0.963 High Similarity NPC204414
0.963 High Similarity NPC161717
0.963 High Similarity NPC250247
0.963 High Similarity NPC471385
0.963 High Similarity NPC294453
0.963 High Similarity NPC54636
0.963 High Similarity NPC309907
0.963 High Similarity NPC224381
0.963 High Similarity NPC473714
0.963 High Similarity NPC471550
0.963 High Similarity NPC100639
0.963 High Similarity NPC476068
0.963 High Similarity NPC305981
0.963 High Similarity NPC298034
0.963 High Similarity NPC41061
0.963 High Similarity NPC236638
0.963 High Similarity NPC79643
0.963 High Similarity NPC119592
0.963 High Similarity NPC76972
0.963 High Similarity NPC123199
0.963 High Similarity NPC261506
0.963 High Similarity NPC43550
0.963 High Similarity NPC227551
0.963 High Similarity NPC293330
0.963 High Similarity NPC65105
0.963 High Similarity NPC71065
0.963 High Similarity NPC202828
0.963 High Similarity NPC4328
0.963 High Similarity NPC475140
0.963 High Similarity NPC475160
0.963 High Similarity NPC469782
0.9626 High Similarity NPC104400
0.9626 High Similarity NPC471383
0.9626 High Similarity NPC104071
0.9626 High Similarity NPC324875
0.9626 High Similarity NPC276093
0.9626 High Similarity NPC109079
0.9626 High Similarity NPC79718
0.9626 High Similarity NPC475504
0.9626 High Similarity NPC292677
0.9626 High Similarity NPC101744
0.9626 High Similarity NPC473373
0.9626 High Similarity NPC80843
0.9626 High Similarity NPC1046
0.9626 High Similarity NPC10320
0.9626 High Similarity NPC139044
0.9626 High Similarity NPC257468
0.9626 High Similarity NPC469946
0.9626 High Similarity NPC102439
0.9626 High Similarity NPC475516
0.9554 High Similarity NPC10607
0.9554 High Similarity NPC80986
0.9554 High Similarity NPC4749
0.9554 High Similarity NPC236870
0.9554 High Similarity NPC475591
0.9554 High Similarity NPC187290
0.9554 High Similarity NPC21691
0.955 High Similarity NPC142151
0.955 High Similarity NPC267694
0.955 High Similarity NPC473645
0.955 High Similarity NPC110385
0.955 High Similarity NPC144644
0.955 High Similarity NPC37860
0.955 High Similarity NPC153673
0.955 High Similarity NPC476991
0.9545 High Similarity NPC470514
0.9545 High Similarity NPC36831
0.9545 High Similarity NPC470513
0.9541 High Similarity NPC58448
0.9541 High Similarity NPC160415
0.9537 High Similarity NPC134835
0.9537 High Similarity NPC473343
0.9537 High Similarity NPC258885
0.9537 High Similarity NPC475208
0.9537 High Similarity NPC150400
0.9537 High Similarity NPC124296
0.9537 High Similarity NPC96641
0.9537 High Similarity NPC163183
0.9537 High Similarity NPC238935
0.9537 High Similarity NPC73318
0.9533 High Similarity NPC31839
0.9533 High Similarity NPC164419
0.9469 High Similarity NPC258617
0.9469 High Similarity NPC302543
0.9469 High Similarity NPC283417
0.9469 High Similarity NPC200049
0.9469 High Similarity NPC257211
0.9464 High Similarity NPC62725
0.9464 High Similarity NPC68767
0.9464 High Similarity NPC297263
0.9464 High Similarity NPC11242
0.9464 High Similarity NPC171544
0.9464 High Similarity NPC223301
0.9464 High Similarity NPC114484
0.9464 High Similarity NPC301449
0.9464 High Similarity NPC31838
0.9464 High Similarity NPC187618
0.9464 High Similarity NPC302887
0.9464 High Similarity NPC22956
0.9464 High Similarity NPC293031
0.9464 High Similarity NPC159309
0.9464 High Similarity NPC64715
0.9464 High Similarity NPC222580
0.9464 High Similarity NPC86222
0.9464 High Similarity NPC104372
0.9464 High Similarity NPC51099
0.9464 High Similarity NPC275225
0.9455 High Similarity NPC185466
0.9444 High Similarity NPC256798
0.9444 High Similarity NPC473383
0.9444 High Similarity NPC128925
0.9444 High Similarity NPC139894
0.9444 High Similarity NPC48249
0.9439 High Similarity NPC136877
0.9439 High Similarity NPC56713
0.9439 High Similarity NPC59804
0.9439 High Similarity NPC475296
0.9439 High Similarity NPC90856
0.9439 High Similarity NPC174679
0.9439 High Similarity NPC279554
0.9439 High Similarity NPC242611
0.9439 High Similarity NPC270667
0.9439 High Similarity NPC164194
0.9439 High Similarity NPC474589
0.9439 High Similarity NPC29069
0.9439 High Similarity NPC127056
0.9386 High Similarity NPC33068
0.9386 High Similarity NPC160452
0.9381 High Similarity NPC131469
0.9381 High Similarity NPC162574
0.9381 High Similarity NPC313110
0.9381 High Similarity NPC213952
0.9375 High Similarity NPC118440

  Chemically structural similarity: II. Similar Clinical/Approved Drugs

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules.

●  The left chart: Distribution of similarity level between NPC475119 and all drugs/candidates.
●  The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

Similarity Score Similarity Level Drug ID Developmental Stage
0.913 High Similarity NPD8328 Phase 3
0.8938 High Similarity NPD8295 Clinical (unspecified phase)
0.8649 High Similarity NPD8132 Clinical (unspecified phase)
0.8348 Intermediate Similarity NPD8133 Approved
0.8017 Intermediate Similarity NPD8517 Approved
0.8017 Intermediate Similarity NPD8516 Approved
0.8017 Intermediate Similarity NPD8515 Approved
0.7869 Intermediate Similarity NPD8513 Phase 3
0.7826 Intermediate Similarity NPD6412 Phase 2
0.7787 Intermediate Similarity NPD8294 Approved
0.7787 Intermediate Similarity NPD8377 Approved
0.7759 Intermediate Similarity NPD6686 Approved
0.7748 Intermediate Similarity NPD7902 Approved
0.7724 Intermediate Similarity NPD8378 Approved
0.7724 Intermediate Similarity NPD8296 Approved
0.7724 Intermediate Similarity NPD8380 Approved
0.7724 Intermediate Similarity NPD8335 Approved
0.7724 Intermediate Similarity NPD8379 Approved
0.7717 Intermediate Similarity NPD7319 Approved
0.7638 Intermediate Similarity NPD7736 Approved
0.7636 Intermediate Similarity NPD7748 Approved
0.7619 Intermediate Similarity NPD7507 Approved
0.7581 Intermediate Similarity NPD8033 Approved
0.7477 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.7477 Intermediate Similarity NPD7900 Approved
0.7455 Intermediate Similarity NPD7515 Phase 2
0.7422 Intermediate Similarity NPD8293 Discontinued
0.7339 Intermediate Similarity NPD7327 Approved
0.7339 Intermediate Similarity NPD7328 Approved
0.728 Intermediate Similarity NPD7516 Approved
0.7273 Intermediate Similarity NPD8413 Clinical (unspecified phase)
0.7244 Intermediate Similarity NPD6370 Approved
0.7203 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.7167 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7165 Intermediate Similarity NPD7503 Approved
0.7143 Intermediate Similarity NPD8034 Phase 2
0.7143 Intermediate Similarity NPD8035 Phase 2
0.7132 Intermediate Similarity NPD7492 Approved
0.7087 Intermediate Similarity NPD6059 Approved
0.7087 Intermediate Similarity NPD6054 Approved
0.7087 Intermediate Similarity NPD6319 Approved
0.7077 Intermediate Similarity NPD6616 Approved
0.7023 Intermediate Similarity NPD7078 Approved
0.6984 Remote Similarity NPD7115 Discovery
0.6935 Remote Similarity NPD6882 Approved
0.6935 Remote Similarity NPD8297 Approved
0.693 Remote Similarity NPD6399 Phase 3
0.6923 Remote Similarity NPD7638 Approved
0.6899 Remote Similarity NPD6015 Approved
0.6899 Remote Similarity NPD6016 Approved
0.6894 Remote Similarity NPD8074 Phase 3
0.6864 Remote Similarity NPD7639 Approved
0.6864 Remote Similarity NPD7640 Approved
0.685 Remote Similarity NPD6009 Approved
0.6846 Remote Similarity NPD5988 Approved
0.6842 Remote Similarity NPD6411 Approved
0.6829 Remote Similarity NPD6373 Approved
0.6829 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6829 Remote Similarity NPD6372 Approved
0.6822 Remote Similarity NPD7645 Phase 2
0.6794 Remote Similarity NPD6067 Discontinued
0.6783 Remote Similarity NPD8171 Discontinued
0.678 Remote Similarity NPD4225 Approved
0.6774 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6757 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6746 Remote Similarity NPD4632 Approved
0.6721 Remote Similarity NPD6402 Approved
0.6721 Remote Similarity NPD5739 Approved
0.6721 Remote Similarity NPD7128 Approved
0.6721 Remote Similarity NPD6675 Approved
0.672 Remote Similarity NPD6650 Approved
0.672 Remote Similarity NPD6649 Approved
0.6667 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6667 Remote Similarity NPD6101 Approved
0.6641 Remote Similarity NPD6921 Approved
0.6613 Remote Similarity NPD7320 Approved
0.6613 Remote Similarity NPD6899 Approved
0.6613 Remote Similarity NPD6881 Approved
0.6594 Remote Similarity NPD8450 Suspended
0.6593 Remote Similarity NPD6033 Approved
0.6587 Remote Similarity NPD8130 Phase 1
0.6552 Remote Similarity NPD7983 Approved
0.6549 Remote Similarity NPD3618 Phase 1
0.6532 Remote Similarity NPD5697 Approved
0.6532 Remote Similarity NPD5701 Approved
0.6532 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6522 Remote Similarity NPD8449 Approved
0.6508 Remote Similarity NPD7290 Approved
0.6508 Remote Similarity NPD4634 Approved
0.6508 Remote Similarity NPD6883 Approved
0.6508 Remote Similarity NPD7102 Approved
0.6496 Remote Similarity NPD5779 Approved
0.6496 Remote Similarity NPD5778 Approved
0.6466 Remote Similarity NPD46 Approved
0.6466 Remote Similarity NPD6698 Approved
0.6457 Remote Similarity NPD6847 Approved
0.6457 Remote Similarity NPD6869 Approved
0.6457 Remote Similarity NPD6617 Approved
0.6452 Remote Similarity NPD6008 Approved
0.6435 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6429 Remote Similarity NPD6012 Approved
0.6429 Remote Similarity NPD3670 Clinical (unspecified phase)
0.6429 Remote Similarity NPD6014 Approved
0.6429 Remote Similarity NPD6013 Approved
0.6429 Remote Similarity NPD3669 Approved
0.6418 Remote Similarity NPD7604 Phase 2
0.6417 Remote Similarity NPD6084 Phase 2
0.6417 Remote Similarity NPD6083 Phase 2
0.6397 Remote Similarity NPD8448 Approved
0.6391 Remote Similarity NPD5983 Phase 2
0.6379 Remote Similarity NPD5328 Approved
0.6377 Remote Similarity NPD8390 Approved
0.6377 Remote Similarity NPD8392 Approved
0.6377 Remote Similarity NPD8391 Approved
0.6372 Remote Similarity NPD4786 Approved
0.637 Remote Similarity NPD8340 Approved
0.637 Remote Similarity NPD8299 Approved
0.637 Remote Similarity NPD8341 Approved
0.637 Remote Similarity NPD8342 Approved
0.6364 Remote Similarity NPD8029 Clinical (unspecified phase)
0.635 Remote Similarity NPD8337 Approved
0.635 Remote Similarity NPD8336 Approved
0.6349 Remote Similarity NPD6011 Approved
0.6348 Remote Similarity NPD3573 Approved
0.6341 Remote Similarity NPD7632 Discontinued
0.6339 Remote Similarity NPD3667 Approved
0.6336 Remote Similarity NPD8137 Clinical (unspecified phase)
0.6328 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6324 Remote Similarity NPD8451 Approved
0.6324 Remote Similarity NPD6336 Discontinued
0.6281 Remote Similarity NPD4755 Approved
0.6271 Remote Similarity NPD6079 Approved
0.6261 Remote Similarity NPD7146 Approved
0.6261 Remote Similarity NPD5330 Approved
0.6261 Remote Similarity NPD7521 Approved
0.6261 Remote Similarity NPD7334 Approved
0.6261 Remote Similarity NPD6684 Approved
0.6261 Remote Similarity NPD6409 Approved
0.626 Remote Similarity NPD6940 Discontinued
0.625 Remote Similarity NPD1780 Approved
0.625 Remote Similarity NPD1779 Approved
0.6239 Remote Similarity NPD7285 Clinical (unspecified phase)
0.623 Remote Similarity NPD5696 Approved
0.6218 Remote Similarity NPD4202 Approved
0.6198 Remote Similarity NPD7839 Suspended
0.6198 Remote Similarity NPD4697 Phase 3
0.6179 Remote Similarity NPD4700 Approved
0.6179 Remote Similarity NPD5286 Approved
0.6179 Remote Similarity NPD4696 Approved
0.6179 Remote Similarity NPD5285 Approved
0.6176 Remote Similarity NPD7830 Approved
0.6176 Remote Similarity NPD7829 Approved
0.6174 Remote Similarity NPD7625 Phase 1
0.617 Remote Similarity NPD8338 Approved
0.6161 Remote Similarity NPD7525 Registered
0.6154 Remote Similarity NPD6903 Approved
0.6154 Remote Similarity NPD5737 Approved
0.6154 Remote Similarity NPD6672 Approved
0.6148 Remote Similarity NPD8444 Approved
0.6148 Remote Similarity NPD8274 Clinical (unspecified phase)
0.6143 Remote Similarity NPD5956 Approved
0.6142 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6136 Remote Similarity NPD6274 Approved
0.6134 Remote Similarity NPD7637 Suspended
0.6126 Remote Similarity NPD6118 Approved
0.6126 Remote Similarity NPD6115 Approved
0.6126 Remote Similarity NPD6697 Approved
0.6126 Remote Similarity NPD6114 Approved
0.6124 Remote Similarity NPD6371 Approved
0.6121 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6119 Remote Similarity NPD7101 Approved
0.6119 Remote Similarity NPD7100 Approved
0.6116 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6116 Remote Similarity NPD5695 Phase 3
0.6103 Remote Similarity NPD8080 Discontinued
0.6087 Remote Similarity NPD3133 Approved
0.6087 Remote Similarity NPD3665 Phase 1
0.6087 Remote Similarity NPD3666 Approved
0.608 Remote Similarity NPD5224 Approved
0.608 Remote Similarity NPD5225 Approved
0.608 Remote Similarity NPD5226 Approved
0.608 Remote Similarity NPD4633 Approved
0.608 Remote Similarity NPD5211 Phase 2
0.6071 Remote Similarity NPD7329 Approved
0.6066 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6066 Remote Similarity NPD5222 Approved
0.6066 Remote Similarity NPD5221 Approved
0.6063 Remote Similarity NPD4767 Approved
0.6063 Remote Similarity NPD4768 Approved
0.6045 Remote Similarity NPD7641 Discontinued
0.6045 Remote Similarity NPD6335 Approved
0.6042 Remote Similarity NPD8387 Clinical (unspecified phase)
0.6036 Remote Similarity NPD6116 Phase 1
0.6033 Remote Similarity NPD5282 Discontinued
0.6032 Remote Similarity NPD5175 Approved
0.6032 Remote Similarity NPD5174 Approved
0.6029 Remote Similarity NPD6908 Approved
0.6029 Remote Similarity NPD6909 Approved
0.6016 Remote Similarity NPD5173 Approved
0.6015 Remote Similarity NPD6868 Approved

  Bioactivity similarity: Similar Natural Products in NPASS

Bioactivity similarity was calculated based on bioactivity descriptors of compounds. The bioactivity descriptors were calculated by a recently developed AI algorithm Chemical Checker (CC) [Nature Biotechnology, 38:1087–1096, 2020; Nature Communications, 12:3932, 2021], which evaluated bioactivity similarities at five levels:
☉ A: chemistry similarity;
☉ B: biological targets similarity;
☉ C: networks similarity;
☉ D: cell-based bioactivity similarity;
☉ E: similarity based on clinical data.

Those 5 categories of CC bioactivity descriptors were calculated and then subjected to manifold projection using UMAP algorithm, to project all NPs on a 2-Dimensional space. The current NP was highlighted with a small circle in the 2-D map. Below figures: left-to-right, A-to-E.

A: chemistry similarity
B: biological targets similarity
C: networks similarity
D: cell-based bioactivity similarity
E: similarity based on clinical data